Season: 2026/2027

Dunfermline City vs. Kingdom of Fife Thistle (29/08/2026 at 14:00)

Leven vs. St Monans Swallows (29/08/2026 at 14:00)

Kennoway vs. Pitreavie United (29/08/2026 at 14:00)

Newport vs. Kettle United (29/08/2026 at 14:00)

Eastvale vs. Inverkeithing United (29/08/2026 at 14:00)

Auchtermuchty Bellvue vs. Methilhill Strollers (29/08/2026 at 14:00)

Pitreavie United vs. Newport (25/08/2026 at 18:30)

Kettle United vs. Eastvale (25/08/2026 at 18:30)

Inverkeithing United vs. Auchtermuchty Bellvue (25/08/2026 at 18:30)

St Andrews Amateurs vs. Dunfermline City (25/08/2026 at 18:30)